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ChemicalBook--->CAS DataBase List--->10465-78-8

10465-78-8

10465-78-8 Structure

10465-78-8 Structure
IdentificationMore
[Name]

N,N,N',N'-Tetramethylazodicarboxamide
[CAS]

10465-78-8
[Synonyms]

1,1'-AZOBIS(N,N'-DIMETHYLFORMAMIDE)
1,1'-AZOBIS(N,N-DIMETHYLFORMAMIDE)
AZODICARBOXYLIC ACID BIS[DIMETHYLAMIDE]
DIAMIDE
DIAZINE-DICARBOXYLIC ACID BIS[N,N-DIMETHYLAMIDE]
N,N,N',N'-TETRAMETHYLAZODICARBAMIDE
N,N,N',N'-TETRAMETHYLAZODICARBOXAMIDE
1,1’-azobis(n,n-dimethyl-formamid
n,n,n’,n’-tetramethylazoformamide
tetramethyl-diazenedicarboxamid
tetramethyldiazenedicarboxamide
1,1-Azobis(N,N-dimethylforamide)
3-(N,N-dimethylcarbamoylimido)-1,1-dimethylurea
Diamide 1,1-Azobis(N,N-dimethylformamide)
blowing (and foaming) agent AC
Tetramethylazodicarboxamide
Tetramethylazodicarboxamide(TMAD)
(3E)-3-(dimethylcarbamoylimino)-1,1-dimethyl-urea
Azodicarboxylic acid bis(dimethylamide), diamide, Diamide, Diazinedicarboxylic acid bis(N,N-dimethylamide), N,N,Nμ,Nμ-Tetramethylazodicarboxamide
1,1μ-Azobis(N,N-dimethylformamide), Azodicarboxylic acid bis(dimethylamide), Diazinedicarboxylic acid bis(N,N-dimethylamide), N,N,Nμ,Nμ-Tetramethylazodicarboxamide
[EINECS(EC#)]

233-951-7
[Molecular Formula]

C6H12N4O2
[MDL Number]

MFCD00008318
[Molecular Weight]

172.19
[MOL File]

10465-78-8.mol
Chemical PropertiesBack Directory
[Melting point ]

112 °C
[Boiling point ]

220.4±23.0 °C(Predicted)
[density ]

1.13±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

soluble in Methanol
[form ]

crystalline
[pka]

-0?+-.0.70(Predicted)
[color ]

yellow
[Water Solubility ]

water: 19.60-21.00mg/mL, clear to slightly hazy, orange
[BRN ]

1910409
[InChI]

InChI=1S/C6H12N4O2/c1-9(2)5(11)7-8-6(12)10(3)4/h1-4H3/b8-7+
[InChIKey]

VLSDXINSOMDCBK-BQYQJAHWSA-N
[SMILES]

C(=O)(/N=N/C(=O)N(C)C)N(C)C
[CAS DataBase Reference]

10465-78-8(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

LQ1041000
[F ]

4.10
[HS Code ]

29270000
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dichloromethane-->Triethylamine-->HYDRAZINE-->Dimethylcarbamoyl chloride-->Silver oxide
[Preparation Products]

1-amino-9,10-dihydro-9,10-dioxoanthracene-2-carbaldehyde 2-[(1-amino-9,10-dihydro-9,10-dioxo-2-anthryl)methylene]hydrazone-->1H-Indazole-3-diazonium, 6-chloro-
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-(N,N-Dimethylcarbamoylimido)-1,1-dimethylurea(10465-78-8).msds
Questions And AnswerBack Directory
[Description]

N,N,N’,N’-Tetramethylazodicarboxamide (also named as Diamide, TMAD) is a reagent used for the oxidization of thiols in proteins. It is used as a reagent in the Mitsunobu reaction in place of diethyl azodicarboxylate. It can be used to titrate protein gluotathiolation to discriminate from other protein modifications.
[References]

N. S. Kosower, E. M. Kosower, Diamide: A oxidant probe for this, Methods in Enzymology, 1995, vol. 251, pp. 123133
Hazard InformationBack Directory
[Chemical Properties]

Yellow crystals
[Uses]

Reported to be of use as a thiol oxidizing agent. Diamide has been used to titrate protein glutathiolation to discriminate from other oxidative protein modifications. Treatment increased protein glutathiolation in a concentration-dependent manner and had comparably little effect on protein-protein disulfide formation.
[Definition]

ChEBI: 1,1'-azobis(N,N-dimethylformamide) is a monoazo compound.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 38, p. 1652, 1973 DOI: 10.1021/jo00949a007
Spectrum DetailBack Directory
[Spectrum Detail]

N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)MS
N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)1HNMR
N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)IR1
N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)IR2
N,N,N',N'-Tetramethylazodicarboxamide(10465-78-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

10465-78-8(sigmaaldrich)
[TCI AMERICA]

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